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Cayman Islands

$98+ Cheap flights from Boston (BOS) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Boston to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$295
(JetBlue)

One-way from

$98
(JetBlue)

Good round-trip deal

$295 or less

Good one-way deal

$89 or less
From Boston Logan Intl to Cayman Islands
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One-way flight from Boston Logan Intl to Cayman Islands
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Price to beat on a round-trip flight from Boston Logan Intl to Cayman Islands.
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Price to beat on a one-way flight from Boston Logan Intl to Cayman Islands.
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Find flight deals from Boston to Cayman Islands

Cheapest flights from Boston to Cayman Islands
Explore the most affordable flight options available from Boston to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:00 amBOS - GCM
1 stop7h 45mUnited Airlines
Mon 3/104:40 pmGCM - BOS
2 stops19h 03mUnited Airlines
Deal found 1/20$295
This JetBlue Airways deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/269:03 amBOS - GCM
Nonstop4h 29mJetBlue
Wed 3/52:37 pmGCM - BOS
Nonstop4h 08mJetBlue
Deal found 1/21$296
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/265:25 amBOS - GCM
1 stop10h 55mAmerican Airlines
Wed 3/53:20 pmGCM - BOS
1 stop7h 18mAmerican Airlines
Deal found 1/21$310
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/185:40 amBOS - GCM
1 stop6h 58mDelta
Tue 3/251:03 pmGCM - BOS
1 stop11h 02mDelta
Deal found 1/20$315
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2511:33 amBOS - GCM
1 stop28h 37mMultiple Airlines
Fri 2/284:45 pmGCM - BOS
1 stop17h 48mMultiple Airlines
Deal found 1/20$446
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/207:25 pmBOS - GCM
1 stop19h 35mAir Canada
Sun 3/232:40 pmGCM - BOS
1 stop20h 32mAir Canada
Deal found 1/21$450

Find flights from Boston to Cayman Islands within your budget

Customize your flight search to find flights from Boston to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

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Fly to

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Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 3/17

9:47 am-1:16 pm

Nonstop4h 29m

George Town Owen Roberts Intl

Wed 3/26

1:52 pm-6:59 pm

Nonstop4h 07m

$295

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 4/6

8:00 am-1:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Wed 4/9

1:35 pm-11:13 am

2 stops20h 38m

$310

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 2/21

5:24 am-3:00 pm

1 stop9h 36m

George Town Owen Roberts Intl

Thu 2/27

5:20 pm-7:31 am

2 stops14h 11m

$314

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 3/13

5:40 am-11:38 am

1 stop6h 58m

George Town Owen Roberts Intl

Tue 3/18

1:03 pm-1:05 am

1 stop11h 02m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 3/20

7:25 pm-2:00 pm

1 stop19h 35m

George Town Owen Roberts Intl

Sun 3/23

2:40 pm-12:12 pm

1 stop20h 32m

$450

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 2/18

11:33 am-4:10 pm

1 stop28h 37m

George Town Owen Roberts Intl

Thu 2/20

11:30 am-7:14 pm

1 stop7h 44m

$473

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 2/16

10:30 pm-12:55 pm

2 stops14h 25m

George Town Owen Roberts Intl

Sun 2/23

1:50 pm-7:55 am

2 stops18h 05m

$564

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 2/24

9:40 am-2:09 pm

Nonstop4h 29m

$98

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 2/21

6:00 am-2:20 pm

2 stops8h 20m

$103

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 3/18

5:40 am-11:38 am

1 stop6h 58m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 14 results
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Best time to book a flight from Boston to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Boston to Cayman Islands

Get recent, data-driven insights about flights from Boston to Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Boston to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Boston to Cayman Islands (average of $467). Flying from Boston to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to KY?

Find hourly flight availability from Boston to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Boston to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated January 21, 2025.
Peruse reviews from past customers who have flown with JetBlue, American Airlines and Delta from Boston to Cayman Islands to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Boston to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Cayman Islands?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Cayman Islands.

  • What are the cheapest airlines to fly from Boston to Cayman Islands one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $98. Users have also found prices from $103 and $116 on Delta and American Airlines, respectively.

  • What are the cheapest flights from Boston to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $89. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $261 on average our data indicates $266 when flying from Boston to Cayman Islands.

  • Can I find deals for flights from Boston to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Boston to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Cayman Islands.

  • Can I find deals for business class flights from Boston to Cayman Islands?

    Yes. Cheapflights offers flight deals from Boston to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Boston to Cayman Islands (average of $467). Flying from Boston to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Boston to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Boston to Cayman Islands

Discover the top 5 airlines that operate flights from Boston to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$259Average$519FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$284Average$474FlexibilityNo cancel feeOn-time69%
DeltaCheapest$288Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$310Average$501FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$343Average$417FlexibilityNo cancel feeOn-time67%
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